I've only heard it in the sense of "another scenario": "That's a different kettle of fish." I supposed it could be "that's a different muddle/mess," but I never think of that as being part of the definition. Interesting!

(I don't remember "a fine kettle of fish," but I would probably have interpreted it to mean "a [sarcastic] fine case or situation." I.e., the same exact meaning, but turned into sarcasm by the sarcastic use of the adjective "fine.")

That actually reminded me of "gathering around the pickle barrel" as in, hanging out at the general store schmoozing with the other small town folks. Like they do in old movies. Sergeant York comes to mind. Maybe that's what he was channeling?

This sounds like my dad, who was an adult before he learned that the phrase was "next door," not "next store," and "I know that like the back of my hand," not "I know that like the back of my head." Heh.

I agree that it was probably a combination of "kettle of fish" and "a pickle," perhaps.

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None of the suggested alternatives seem to fit the situation in the OP. A problem with a story plot would more likely be described as 'painting yourself into a corner'. Still, the 'barrel of pickles' has a certain ring to it.

I had an Aunt who was noted in the family for getting sayings just a little wrong. At her son's Wedding she was complimented on how well the ceremony and reception had gone.

Her response was, 'Thanks but you should have been here last week. We were all running around like chickens with their hats off'.